Software Engineer, Billing — Cursor (Anysphere)

Our mission is to automate coding. The first step in our journey is to build the best tool for professional programmers, using a combination of inventive research, design, and engineering. Our organization is very flat, and our team is small and talent dense. We particularly like people who are truth-seeking, passionate, and creative. We enjoy spirited debate, crazy ideas, and shipping code.

About the role

We're hiring a Software Engineer, Billing to evolve the systems that power how Cursor charges and reconciles revenue across millions of developers and enterprise teams.

You will work across the billing stack — usage metering pipelines, subscription and entitlement systems, payment integrations, and the ledger layer — to make billing accurate, scalable, and transparent. This is a deeply technical IC role. It is not a finance ops role, and it is not a backend generalist role wearing a billing hat.

What you’ll do

• Implement usage and billing systems changes end-to-end, from updates in the UI and raw usage events at the edge to invoiced amounts in Stripe, including the metering pipeline, aggregation logic, entitlement enforcement, and ledger.

• Evolve our ledger system that serves as the source of truth for customer balances, credits, overages, and adjustments — with the correctness guarantees that financial systems require.

• Integrate deeply with Stripe including subscriptions, usage records, invoices, webhooks, and edge cases like mid-cycle plan changes, prorations, and failed payment recovery.

• Build billing APIs and internal tooling that product, finance, and customer success teams depend on to query customer state, issue credits, and investigate billing anomalies.

• Improve observability across the billing pipeline — metering lag, reconciliation discrepancies, invoice accuracy — so the team can quickly detect and debug billing regressions.

• Partner with product, infrastructure, and finance teams to ship new pricing models with confidence and minimal operational risk.

• You will own usage & limits across the product family, payments (stripe + daily jobs), grants & promotions, ledger, and internal data insights. You will be a technical authority on billing correctness and scale.

• You will not own tax compliance, or general finance infrastructure unless it intersects directly with the billing system.

• You will not be a backend generalist who contributes to billing occasionally. This is the core of your scope.

• Revenue accuracy is part of the job, but the goal is to build systems with enough correctness and observability that billing is boring — not to manually reconcile every edge case.

You may be a fit if

• You’ve shipped a usage-based billing system in production and have opinions on metering architecture, idempotency, and exactly-once semantics.

• You’ve integrated deeply with Stripe, understand its data model, and have dealt with erroring webhooks.

• You’ve built or maintained a financial ledger and understand why it’s required.

• You care about correctness and making sure customer’s don’t have to manually review their invoices.

• You can hold the tension between "move fast" and "do not lose revenue or trust."

• You feel comfortable shipping features end-to-end - scaling up infrastructure to tweaking a UI component.

#LI-DNI